Sodium Hydroxide → HCID 70626625, compound

Participants

Reaction Steps

One gram of trimethylsulfoxonium iodide in 30 ml. of dimethyl sulfoxide is agitated under nitrogen for 30 minutes with 200 mg. of pulverized sodium hydroxide. Then, 1.6 g. of 11β-fluoro-17-hydroxy-1,4,6-pregnatriene-3,20-dione is added to the reaction mixture. After 4.5 hours, the reaction mixture is stirred into acetic ice/water. The precipitate is vacuum-filtered, taken up in methylene chloride, and dried over sodium sulfate. After chromatographing the crude product on silica gel with acetone/hexane, 1.4 g. of 11β-fluoro-17-hydroxy-1α,2α -methylene-4,6-pregnadiene-3,20-dione is obtained. UV: ε282 = 16,900.

Provenance & Evidence